间三氟甲基苯酚 → 2-(Methylsulfanyl)-4-(trifluoromethyl)-6-[3-(trifluoromethyl)phenoxy]pyrimidine

HRID 802

反应方程式

HRID 802 反应方程式
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1.[H-].[Na+].Cl[C:15]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[N:18]=[C:17]([S:25][CH3:26])[N:16]=1>C1COCC1>[CH3:26][S:25][C:17]1[N:18]=[C:19]([C:21]([F:24])([F:22])[F:23])[CH:20]=[C:15]([O:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=2)[N:16]=1

参与物

5

反应物 3

HCID 7376间三氟甲基苯酚HCID 24758氢化钠HCID 2480634-氯-2-甲硫基-6-三氟甲基嘧啶

产物 1

HCID 14750002-(Methylsulfanyl)-4-(trifluoromethyl)-6-[3-(trifluoromethyl)phenoxy]pyrimidine

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂

实验过程

m-(Trifluoromethyl)phenol (1.06 g, 0.0044×1.5 mol) and NaH (0.26 g (ca.60% in mineral oil), 0.0044×1.5 mol) were dissolved in THF, and then 4-chloro-2-methylthio-6-(trifluoromethyl)pyrimidine (Compound No. VII-17) (1.0 g, 0.0044 mol) was added thereto. The resulting solution was refluxed for about 7 hours. The reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate to separate an organic phase. The organic phase was washed with aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and concentrated. Thereafter, remaining phenol and others were distilled off in a tubular oven (under water flow, 150° C.) to obtain the intermediate compound.

后处理

  1. additionVII-17) (1.0 g, 0.0044 mol) was added
  2. temperatureThe resulting solution was refluxed for about 7 hours
  3. customThe reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate
  4. customto separate an organic phase
  5. washThe organic phase was washed with aqueous saturated sodium chloride
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated
  8. distillationwere distilled off in a tubular oven (under water flow, 150° C.)
  9. customto obtain the intermediate compound

来源与证据

ORD记录
ord-779700042b074f55b42f3a2202e7c555
来源数据集
uspto-grants-1998_03
专利号
US05723412

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